HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl acetate → (RS)-3-hydroxy-3-(6-methoxy-[1,5]naphthyridin-4-yl)-propionic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl acetate | HCID 10908 | — |
| Reactant | 1,5-Naphthyridine-4-carboxaldehyde, 6-methoxy- | HCID 66523138 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (RS)-3-hydroxy-3-(6-methoxy-[1,5]naphthyridin-4-yl)-propionic acid tert-butyl ester | HCID 66737830 | — |
Reaction Steps
The aldol reaction between 6-methoxy-[1,5]naphthyridine-4-carbaldehyde (1.9 g, 10 mmol, WO 2006/032466) and tert-butyl acetate (1.2 g, 10.5 mmol) was carried out as described in the literature (J. Org. Chem. (1990), 55, 4744-4750). The title compound was isolated after chromatography on SiO2 (Hex/EA 1:1) as a beige solid (2.33 g, 77% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08114867B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-da09ce391ee3424ea0b16f1e2f68c2c1 |
| Source note | uspto-grants-2012_02 |